Abstract
The pentafluorophenylation of salicylic aldehyde O-R-oximes is accomplished by their preliminary transformation into difluoroboryl chelate complexes, which react with (C6F5)3SiF in the presence of sodium acetate.
References
1.
Prakash G.K., Mogi R., Olah G.A.
Organic Letters,
2006
2.
Kawano Y., Kaneko N., Mukaiyama T.
Bulletin of the Chemical Society of Japan,
2006
3.
Kirij N.V., Babadzhanova L.A., Movchun V.N., Yagupolskii Y.L., Tyrra W., Naumann D., Fischer H.T., Scherer H.
Journal of Fluorine Chemistry,
2008
4.
Kawai H., Kusuda A., Nakamura S., Shiro M., Shibata N.
Angewandte Chemie - International Edition,
2009
5.
Xu W., Dolbier W.R.
Journal of Organic Chemistry,
2005
6.
Levin V.V., Dilman A.D., Belyakov P.A., Struchkova M.I., Tartakovsky V.A.
European Journal of Organic Chemistry,
2008
7.
Dilman A.D., Arkhipov D.E., Levin V.V., Belyakov P.A., Korlyukov A.A., Struchkova M.I., Tartakovsky V.A.
Journal of Organic Chemistry,
2007
8.
Levin V.V., Dilman A.D., Belyakov P.A., Struchkova M.I., Tartakovsky V.A.
Tetrahedron Letters,
2006
9.
Dilman A.D., Arkhipov D.E., Levin V.V., Belyakov P.A., Korlyukov A.A., Struchkova M.I., Tartakovsky V.A.
Journal of Organic Chemistry,
2008
10.
Dilman A.D., Levin V.V., Belyakov P.A., Korlyukov A.A., Struchkova M.I., Tartakovsky V.A.
Mendeleev Communications,
2009
11.
Levin V.V., Kozlov M.A., Song Y., Dilman A.D., Belyakov P.A., Struchkova M.I., Tartakovsky V.A.
Tetrahedron Letters,
2008
12.
Dilman A.D., Levin V.V., Karni M., Apeloig Y.
Journal of Organic Chemistry,
2006
13.
Sani M., Volonterio A., Zanda M.
ChemMedChem,
2007
14.
Léger S., Bayly C.I., Black W.C., Desmarais S., Falgueyret J., Massé F., Percival M.D., Truchon J.
Bioorganic and Medicinal Chemistry Letters,
2007
15.
Grunewald G.L., Caldwell T.M., Li Q., Criscione K.R.
Journal of Medicinal Chemistry,
1999
16.
Kim C., Chang J.S., Doyon J.B., Baird, T.T., Fierke C.A., Jain A., Christianson D.W.
Journal of the American Chemical Society,
2000
17.
Bégué J., Bonnet-Delpon D., Crousse B., Legros J.
Chemical Society Reviews,
2005
18.
Bravo P., Guidetti M., Viani F., Zanda M., Markovsky A.L., Sorochinsky A.E., Soloshonok I.V., Soloshonok V.A.
Tetrahedron,
1998
19.
Bravo P., Farina A., Kukhar V.P., Markovsky A.L., Meille S.V., Soloshonok V.A., Sorochinsky A.E., Viani F., Zanda M., Zappalà C.
Journal of Organic Chemistry,
1997
20.
Enders D., Funabiki K.
Organic Letters,
2001
21.
Funabiki K., Nagamori M., Goushi S., Matsui M.
Chemical Communications,
2004
22.
Fustero S., Navarro A., Pina B., Soler J.G., Bartolomé, A., Asensio A., Simón A., Bravo P., Fronza G., Volonterio A., Zanda M.
Organic Letters,
2001
23.
Volonterio A., Bravo P., Zanda M.
Organic Letters,
2000
24.
Molteni M., Volonterio A., Zanda M.
Organic Letters,
2003
25.
Philippe C., Milcent T., Nguyen Thi Ngoc T., Crousse B., Bonnet-Delpon D.
European Journal of Organic Chemistry,
2009
26.
Ono T., Kukhar V.P., Soloshonok V.A.
Journal of Organic Chemistry,
1996
27.
Nagy P., Ueki H., Berbasov D.O., Soloshonok V.A.
Journal of Fluorine Chemistry,
2008
28.
Soloshonok V.A., Catt H.T., Ono T.
Journal of Fluorine Chemistry,
2009
29.
Ishii A., Higashiyama K., Mikami K.
Synlett,
2000
30.
Hughes G., Devine P., Naber J., O'Shea P., Foster B., McKay D., Volante R. .
Angewandte Chemie - International Edition,
2007
31.
Gosselin F., O'Shea P.D., Roy S., Reamer R.A., Chen C., Volante R.P.
Organic Letters,
2004
32.
Hughes G., O'Shea P., Goll J., Gauvreau D., Steele J.
Tetrahedron,
2009
33.
Prakash G.K., Yudin A.K.
Chemical Reviews,
1997
34.
Prakash G.K., Mandal M.
Journal of Fluorine Chemistry,
2001
35.
Singh R.P., Shreeve J.M.
Tetrahedron,
2000
36.
Ma J., Cahard D.
Journal of Fluorine Chemistry,
2007
37.
Nelson D.W., Owens J., Hiraldo D.
Journal of Organic Chemistry,
2001
38.
Kliegel W., Nanninga D.
Monatshefte fur Chemie,
1983
39.
Kliegel W., Rettig S.J., Trotter J.
Canadian Journal of Chemistry,
1984
40.
10.1016/j.mencom.2010.06.013_bib10_2
Kliegel
Can. J. Chem.,
2000
41.
Rettig S.J., Trotter J.
Canadian Journal of Chemistry,
1983
42.
Kliegel W., Nanninga D., Riebe U., Rettig S.J., Trotter J.
Canadian Journal of Chemistry,
1994
43.
Bhat J.I., Clegg W., Maskill H., Elsegood M.R., Menneer I.D., Miatt P.C.
Journal of the Chemical Society Perkin Transactions 2,
2000
44.
Welch J.T., Seper K.W.
Journal of Organic Chemistry,
1988
45.
Miyabe H., Shibata R., Sangawa M., Ushiro C., Naito T.
Tetrahedron,
1998